3-Chloro-2-nitroaniline

Base Information

• Chemical Name: 3-Chloro-2-nitroaniline
• CAS No.: 59483-54-4
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.571
• Hs Code.: 2921420090
• European Community (EC) Number: 261-782-9
• DSSTox Substance ID: DTXSID80208183
• Nikkaji Number: J140.780E
• Wikidata: Q72455657
• Mol file: 59483-54-4.mol

Synonyms:3-Chloro-2-nitroaniline;59483-54-4;3-chloro-2-nitro-phenylamine;2-Nitro-3-chloroaniline;EINECS 261-782-9;3-chloro-2-nitro-aniline;salzsaure Nitroanilin;3-Chloro 2-nitroaniline;3-Chloro-2-nitro aniline;SCHEMBL203912;Benzenamine, 3-chloro-2-nitro-;DTXSID80208183;MFCD01317803;AKOS005259837;AC-3731;CS-W004730;PS-5727;A8363;AM20040804;FT-0640604;EN300-102118;J-512205

Chemical Property of 3-Chloro-2-nitroaniline

Chemical Property:

• Appearance/Colour: orange/tan solid
• Vapor Pressure: 0.000207mmHg at 25°C
• Melting Point: 107-108 °C
• Refractive Index: 1.646
• Boiling Point: 327.1 °C at 760 mmHg
• PKA: -1.29±0.10(Predicted)
• Flash Point: 151.6 °C
• PSA: 71.84000
• Density: 1.494 g/cm³
• LogP: 2.93480
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 172.0039551
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-2-nitroaniline 97% ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)[N+](=O)[O-])N

Technology Process of 3-Chloro-2-nitroaniline

There total 14 articles about 3-Chloro-2-nitroaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

2,6-dichloronitrobenzene (601-88-7) → 3-chloro-2-nitro-aniline (59483-54-4)

Guidance literature:

With ammonium hydroxide; at 150 ℃; for 240h;

Reference yield: 53.4%

3-chloro-2-nitro-benzoic acid (4771-47-5) → 3-chloro-2-nitro-aniline (59483-54-4)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

3-chloro-2-nitrobenzoyl chloride (19088-99-4) → 3-chloro-2-nitro-aniline (59483-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NaN₃ / acetone; H₂O / 0.5 h / Ambient temperature

2: benzene / Heating

3: 5 N aq. NaOH / benzene / 1 h / Ambient temperature

With sodium hydroxide; sodium azide; In water; acetone; benzene;

DOI:10.1021/jm00063a013

upstream raw materials:

ethanol

2,3-dinitrochlorobenzene

2,6-dichloronitrobenzene

N-(3-chloro-2-nitrophenyl)acetamide

Downstream raw materials:

N-Methyl-N-p-toluolsulfonyl-2-nitro-3-chloranilin

2-(3-amino-2-nitro-phenylsulfanyl)-ethanol

3-(4-methylpiperazin-1-yl)-2-nitroaniline

N-[3-(dimethylamino)ethyl]-2-nitro-1,3-benzenediamine

Refernces

• 1、 Wang, Tong,Sepulveda, Mario,Gonzales, Paul,Gately, Stephen. "Identification of novel HDAC inhibitors through cell based screening and their evaluation as potential anticancer agents". . p. 4790 - 4793. Retrieved 2013/09/02.
• 2、 -. "C-6 RING-SUBSTITUTED PYRIDO[1,2-a]BENZIMIDAZOLE DERIVATIVES USEFUL IN TREATING CENTRAL NERVOUS SYSTEM DISORDERS". Page/Page column 5; 6. . Retrieved 2008/06/13.